Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805004344/br6181sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805004344/br6181Isup2.hkl |
CCDC reference: 269367
Key indicators
- Single-crystal X-ray study
- T = 296 K
- Mean (C-C) = 0.003 Å
- R factor = 0.033
- wR factor = 0.076
- Data-to-parameter ratio = 13.5
checkCIF/PLATON results
No syntax errors found No errors found in this datablock
Data collection: SMART (Siemens, 1996); cell refinement: SMART; data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.
[Fe(C5H5)(C17H16N3O)] | F(000) = 832 |
Mr = 399.27 | Dx = 1.436 Mg m−3 |
Monoclinic, P21/n | Melting point: 459 K |
Hall symbol: -P 2yn | Mo Kα radiation, λ = 0.71073 Å |
a = 7.4749 (6) Å | Cell parameters from 34 reflections |
b = 17.426 (2) Å | θ = 6.2–14.5° |
c = 14.443 (2) Å | µ = 0.83 mm−1 |
β = 101.087 (8)° | T = 296 K |
V = 1846.1 (4) Å3 | Prism, yellow |
Z = 4 | 0.48 × 0.32 × 0.24 mm |
Siemens P4 diffractometer | 2530 reflections with I > 2σ(I) |
Radiation source: normal-focus sealed tube | Rint = 0.022 |
Graphite monochromator | θmax = 25.3°, θmin = 1.9° |
w scans | h = 0→8 |
Absorption correction: multi-scan (SHELXTL; Sheldrick, 1997b) | k = 0→20 |
Tmin = 0.694, Tmax = 0.819 | l = −17→17 |
3870 measured reflections | 3 standard reflections every 97 reflections |
3335 independent reflections | intensity decay: 5.6% |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.033 | H-atom parameters constrained |
wR(F2) = 0.076 | w = 1/[σ2(Fo2) + (0.0366P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.00 | (Δ/σ)max = 0.001 |
3335 reflections | Δρmax = 0.27 e Å−3 |
247 parameters | Δρmin = −0.27 e Å−3 |
0 restraints | Extinction correction: SHELXL |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0066 (6) |
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. |
x | y | z | Uiso*/Ueq | ||
Fe | 0.08504 (4) | 0.804358 (18) | 0.58965 (2) | 0.02957 (12) | |
O1 | 0.1036 (2) | 0.56677 (10) | 0.34334 (12) | 0.0479 (5) | |
N1 | 0.3556 (2) | 0.50682 (11) | 0.30317 (13) | 0.0336 (5) | |
N2 | 0.5422 (2) | 0.50232 (11) | 0.34296 (13) | 0.0315 (5) | |
N3 | 0.4104 (3) | 0.64861 (11) | 0.49027 (13) | 0.0330 (5) | |
C1 | 0.1197 (3) | 0.45898 (15) | 0.17813 (17) | 0.0413 (6) | |
H1 | 0.0796 | 0.5091 | 0.1655 | 0.050* | |
C2 | 0.0331 (3) | 0.39835 (17) | 0.12520 (17) | 0.0484 (7) | |
H2 | −0.0676 | 0.4078 | 0.0777 | 0.058* | |
C3 | 0.0954 (4) | 0.32447 (16) | 0.14258 (18) | 0.0461 (7) | |
H3 | 0.0387 | 0.2843 | 0.1059 | 0.055* | |
C4 | 0.2413 (4) | 0.31000 (15) | 0.21416 (18) | 0.0453 (6) | |
H4 | 0.2830 | 0.2600 | 0.2257 | 0.054* | |
C5 | 0.3264 (3) | 0.36917 (14) | 0.26908 (17) | 0.0375 (6) | |
H5 | 0.4231 | 0.3591 | 0.3185 | 0.045* | |
C6 | 0.2665 (3) | 0.44368 (14) | 0.24993 (16) | 0.0324 (5) | |
C7 | 0.2700 (3) | 0.55791 (13) | 0.35564 (16) | 0.0331 (5) | |
C8 | 0.4174 (3) | 0.59212 (12) | 0.42145 (15) | 0.0293 (5) | |
C9 | 0.5762 (3) | 0.55917 (13) | 0.40944 (16) | 0.0298 (5) | |
C10 | 0.6653 (3) | 0.48647 (14) | 0.27834 (17) | 0.0395 (6) | |
H10A | 0.6535 | 0.5260 | 0.2313 | 0.047* | |
H10B | 0.6349 | 0.4378 | 0.2483 | 0.047* | |
H10C | 0.7886 | 0.4851 | 0.3129 | 0.047* | |
C11 | 0.7642 (3) | 0.57662 (14) | 0.45930 (17) | 0.0410 (6) | |
H11A | 0.8324 | 0.5979 | 0.4155 | 0.049* | |
H11B | 0.8219 | 0.5303 | 0.4859 | 0.049* | |
H11C | 0.7600 | 0.6130 | 0.5088 | 0.049* | |
C12 | 0.2658 (3) | 0.65653 (13) | 0.52414 (16) | 0.0337 (6) | |
H12 | 0.1649 | 0.6257 | 0.5022 | 0.040* | |
C13 | 0.2579 (3) | 0.71361 (13) | 0.59711 (16) | 0.0319 (5) | |
C14 | 0.3594 (3) | 0.78280 (13) | 0.61254 (17) | 0.0370 (6) | |
H14 | 0.4412 | 0.8007 | 0.5765 | 0.044* | |
C15 | 0.3148 (3) | 0.81990 (15) | 0.69214 (17) | 0.0411 (6) | |
H15 | 0.3625 | 0.8663 | 0.7175 | 0.049* | |
C16 | 0.1856 (3) | 0.77437 (15) | 0.72642 (16) | 0.0422 (6) | |
H16 | 0.1337 | 0.7855 | 0.7784 | 0.051* | |
C17 | 0.1488 (3) | 0.70894 (14) | 0.66796 (16) | 0.0373 (6) | |
H17 | 0.0677 | 0.6697 | 0.6745 | 0.045* | |
C18 | −0.0804 (4) | 0.80135 (16) | 0.45992 (18) | 0.0481 (7) | |
H18 | −0.0752 | 0.7657 | 0.4125 | 0.058* | |
C19 | 0.0134 (4) | 0.87152 (16) | 0.47214 (18) | 0.0483 (7) | |
H19 | 0.0921 | 0.8904 | 0.4350 | 0.058* | |
C20 | −0.0341 (4) | 0.90816 (15) | 0.55152 (18) | 0.0486 (7) | |
H20 | 0.0071 | 0.9559 | 0.5755 | 0.058* | |
C21 | −0.1543 (4) | 0.85974 (16) | 0.58757 (19) | 0.0505 (7) | |
H21 | −0.2059 | 0.8697 | 0.6400 | 0.061* | |
C22 | −0.1833 (3) | 0.79385 (16) | 0.53105 (19) | 0.0485 (7) | |
H22 | −0.2575 | 0.7525 | 0.5392 | 0.058* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Fe | 0.02855 (19) | 0.02857 (19) | 0.02984 (19) | 0.00433 (16) | 0.00123 (13) | −0.00200 (15) |
O1 | 0.0241 (9) | 0.0633 (12) | 0.0518 (11) | 0.0091 (9) | −0.0037 (8) | −0.0163 (9) |
N1 | 0.0226 (10) | 0.0378 (12) | 0.0371 (11) | 0.0012 (9) | −0.0020 (9) | −0.0078 (9) |
N2 | 0.0221 (10) | 0.0357 (11) | 0.0357 (11) | 0.0000 (9) | 0.0030 (9) | −0.0055 (9) |
N3 | 0.0280 (11) | 0.0327 (11) | 0.0366 (11) | 0.0044 (9) | 0.0016 (9) | −0.0023 (9) |
C1 | 0.0358 (14) | 0.0439 (16) | 0.0403 (15) | 0.0035 (12) | −0.0024 (12) | −0.0022 (12) |
C2 | 0.0392 (15) | 0.065 (2) | 0.0362 (14) | −0.0085 (14) | −0.0060 (12) | −0.0075 (14) |
C3 | 0.0501 (17) | 0.0497 (18) | 0.0384 (15) | −0.0174 (14) | 0.0083 (13) | −0.0108 (12) |
C4 | 0.0517 (16) | 0.0367 (14) | 0.0479 (15) | −0.0059 (13) | 0.0110 (13) | −0.0016 (13) |
C5 | 0.0349 (14) | 0.0384 (14) | 0.0367 (13) | −0.0028 (11) | 0.0007 (11) | 0.0010 (11) |
C6 | 0.0290 (13) | 0.0388 (13) | 0.0296 (12) | −0.0050 (11) | 0.0056 (10) | −0.0058 (10) |
C7 | 0.0293 (13) | 0.0343 (13) | 0.0343 (13) | 0.0045 (11) | 0.0027 (11) | −0.0007 (11) |
C8 | 0.0278 (12) | 0.0266 (12) | 0.0324 (12) | 0.0009 (11) | 0.0029 (10) | −0.0011 (10) |
C9 | 0.0276 (12) | 0.0285 (12) | 0.0324 (13) | −0.0011 (10) | 0.0033 (10) | −0.0002 (10) |
C10 | 0.0344 (14) | 0.0447 (15) | 0.0406 (14) | −0.0003 (12) | 0.0104 (11) | −0.0026 (12) |
C11 | 0.0289 (13) | 0.0442 (15) | 0.0484 (15) | −0.0036 (12) | 0.0037 (12) | −0.0125 (12) |
C12 | 0.0311 (13) | 0.0297 (13) | 0.0375 (13) | 0.0044 (11) | −0.0005 (11) | −0.0004 (11) |
C13 | 0.0281 (12) | 0.0312 (13) | 0.0342 (13) | 0.0077 (10) | 0.0008 (10) | −0.0013 (10) |
C14 | 0.0261 (13) | 0.0421 (15) | 0.0411 (14) | −0.0010 (11) | 0.0024 (10) | −0.0040 (11) |
C15 | 0.0335 (14) | 0.0432 (16) | 0.0408 (14) | 0.0030 (12) | −0.0073 (12) | −0.0111 (12) |
C16 | 0.0484 (16) | 0.0492 (15) | 0.0275 (13) | 0.0125 (13) | 0.0038 (11) | −0.0019 (12) |
C17 | 0.0382 (14) | 0.0357 (15) | 0.0368 (13) | 0.0054 (11) | 0.0044 (11) | 0.0075 (11) |
C18 | 0.0482 (16) | 0.0513 (17) | 0.0370 (14) | 0.0154 (14) | −0.0109 (12) | −0.0078 (13) |
C19 | 0.0515 (17) | 0.0518 (17) | 0.0389 (15) | 0.0102 (14) | 0.0016 (13) | 0.0122 (13) |
C20 | 0.0562 (17) | 0.0324 (14) | 0.0509 (16) | 0.0122 (13) | −0.0054 (14) | 0.0005 (13) |
C21 | 0.0447 (16) | 0.0572 (18) | 0.0498 (16) | 0.0269 (15) | 0.0090 (14) | 0.0052 (14) |
C22 | 0.0250 (13) | 0.0513 (17) | 0.0650 (18) | 0.0071 (12) | −0.0020 (13) | 0.0010 (14) |
Fe—C17 | 2.016 (2) | C8—C9 | 1.359 (3) |
Fe—C21 | 2.028 (2) | C9—C11 | 1.482 (3) |
Fe—C22 | 2.030 (2) | C10—H10A | 0.9600 |
Fe—C13 | 2.032 (2) | C10—H10B | 0.9600 |
Fe—C18 | 2.037 (2) | C10—H10C | 0.9600 |
Fe—C16 | 2.042 (2) | C11—H11A | 0.9600 |
Fe—C20 | 2.044 (3) | C11—H11B | 0.9600 |
Fe—C19 | 2.046 (2) | C11—H11C | 0.9600 |
Fe—C14 | 2.048 (2) | C12—C13 | 1.459 (3) |
Fe—C15 | 2.058 (2) | C12—H12 | 0.9300 |
O1—C7 | 1.232 (3) | C13—C14 | 1.419 (3) |
N1—C7 | 1.401 (3) | C13—C17 | 1.428 (3) |
N1—N2 | 1.405 (2) | C14—C15 | 1.413 (3) |
N1—C6 | 1.431 (3) | C14—H14 | 0.9300 |
N2—C9 | 1.369 (3) | C15—C16 | 1.411 (3) |
N2—C10 | 1.458 (3) | C15—H15 | 0.9300 |
N3—C12 | 1.277 (3) | C16—C17 | 1.414 (3) |
N3—C8 | 1.407 (3) | C16—H16 | 0.9300 |
C1—C6 | 1.383 (3) | C17—H17 | 0.9300 |
C1—C2 | 1.389 (3) | C18—C22 | 1.403 (4) |
C1—H1 | 0.9300 | C18—C19 | 1.404 (4) |
C2—C3 | 1.376 (4) | C18—H18 | 0.9300 |
C2—H2 | 0.9300 | C19—C20 | 1.416 (4) |
C3—C4 | 1.374 (4) | C19—H19 | 0.9300 |
C3—H3 | 0.9300 | C20—C21 | 1.404 (4) |
C4—C5 | 1.380 (3) | C20—H20 | 0.9300 |
C4—H4 | 0.9300 | C21—C22 | 1.401 (4) |
C5—C6 | 1.384 (3) | C21—H21 | 0.9300 |
C5—H5 | 0.9300 | C22—H22 | 0.9300 |
C7—C8 | 1.438 (3) | ||
C17—Fe—C21 | 120.89 (11) | C8—C9—C11 | 128.4 (2) |
C17—Fe—C22 | 105.51 (11) | N2—C9—C11 | 121.3 (2) |
C21—Fe—C22 | 40.41 (10) | N2—C10—H10A | 109.5 |
C17—Fe—C13 | 41.32 (9) | N2—C10—H10B | 109.5 |
C21—Fe—C13 | 157.13 (11) | H10A—C10—H10B | 109.5 |
C22—Fe—C13 | 121.28 (10) | N2—C10—H10C | 109.5 |
C17—Fe—C18 | 122.07 (11) | H10A—C10—H10C | 109.5 |
C21—Fe—C18 | 67.73 (11) | H10B—C10—H10C | 109.5 |
C22—Fe—C18 | 40.35 (10) | C9—C11—H11A | 109.5 |
C13—Fe—C18 | 107.22 (10) | C9—C11—H11B | 109.5 |
C17—Fe—C16 | 40.78 (9) | H11A—C11—H11B | 109.5 |
C21—Fe—C16 | 107.20 (11) | C9—C11—H11C | 109.5 |
C22—Fe—C16 | 122.05 (11) | H11A—C11—H11C | 109.5 |
C13—Fe—C16 | 68.74 (9) | H11B—C11—H11C | 109.5 |
C18—Fe—C16 | 158.20 (11) | N3—C12—C13 | 120.4 (2) |
C17—Fe—C20 | 157.61 (11) | N3—C12—H12 | 119.8 |
C21—Fe—C20 | 40.33 (10) | C13—C12—H12 | 119.8 |
C22—Fe—C20 | 67.87 (11) | C14—C13—C17 | 107.3 (2) |
C13—Fe—C20 | 160.48 (11) | C14—C13—C12 | 126.7 (2) |
C18—Fe—C20 | 67.62 (11) | C17—C13—C12 | 125.9 (2) |
C16—Fe—C20 | 123.18 (10) | C14—C13—Fe | 70.26 (13) |
C17—Fe—C19 | 158.91 (10) | C17—C13—Fe | 68.74 (13) |
C21—Fe—C19 | 68.04 (11) | C12—C13—Fe | 127.30 (16) |
C22—Fe—C19 | 68.02 (11) | C15—C14—C13 | 108.3 (2) |
C13—Fe—C19 | 123.47 (10) | C15—C14—Fe | 70.26 (14) |
C18—Fe—C19 | 40.21 (10) | C13—C14—Fe | 69.03 (13) |
C16—Fe—C19 | 159.67 (11) | C15—C14—H14 | 125.9 |
C20—Fe—C19 | 40.50 (10) | C13—C14—H14 | 125.9 |
C17—Fe—C14 | 68.71 (10) | Fe—C14—H14 | 126.4 |
C21—Fe—C14 | 160.52 (11) | C16—C15—C14 | 108.2 (2) |
C22—Fe—C14 | 158.31 (10) | C16—C15—Fe | 69.24 (13) |
C13—Fe—C14 | 40.70 (9) | C14—C15—Fe | 69.48 (13) |
C18—Fe—C14 | 123.75 (10) | C16—C15—H15 | 125.9 |
C16—Fe—C14 | 68.04 (10) | C14—C15—H15 | 125.9 |
C20—Fe—C14 | 125.20 (11) | Fe—C15—H15 | 127.0 |
C19—Fe—C14 | 109.46 (11) | C15—C16—C17 | 108.2 (2) |
C17—Fe—C15 | 68.32 (10) | C15—C16—Fe | 70.50 (14) |
C21—Fe—C15 | 124.04 (10) | C17—C16—Fe | 68.62 (13) |
C22—Fe—C15 | 158.87 (11) | C15—C16—H16 | 125.9 |
C13—Fe—C15 | 68.28 (9) | C17—C16—H16 | 125.9 |
C18—Fe—C15 | 159.99 (11) | Fe—C16—H16 | 126.5 |
C16—Fe—C15 | 40.26 (10) | C16—C17—C13 | 108.0 (2) |
C20—Fe—C15 | 109.71 (10) | C16—C17—Fe | 70.60 (13) |
C19—Fe—C15 | 124.77 (11) | C13—C17—Fe | 69.94 (13) |
C14—Fe—C15 | 40.26 (9) | C16—C17—H17 | 126.0 |
C7—N1—N2 | 109.57 (17) | C13—C17—H17 | 126.0 |
C7—N1—C6 | 124.45 (19) | Fe—C17—H17 | 125.1 |
N2—N1—C6 | 119.97 (18) | C22—C18—C19 | 108.7 (2) |
C9—N2—N1 | 106.39 (17) | C22—C18—Fe | 69.53 (14) |
C9—N2—C10 | 122.10 (19) | C19—C18—Fe | 70.24 (14) |
N1—N2—C10 | 116.63 (18) | C22—C18—H18 | 125.7 |
C12—N3—C8 | 119.7 (2) | C19—C18—H18 | 125.7 |
C6—C1—C2 | 119.0 (2) | Fe—C18—H18 | 126.1 |
C6—C1—H1 | 120.5 | C18—C19—C20 | 107.3 (3) |
C2—C1—H1 | 120.5 | C18—C19—Fe | 69.56 (15) |
C3—C2—C1 | 120.4 (2) | C20—C19—Fe | 69.68 (14) |
C3—C2—H2 | 119.8 | C18—C19—H19 | 126.3 |
C1—C2—H2 | 119.8 | C20—C19—H19 | 126.3 |
C4—C3—C2 | 120.1 (2) | Fe—C19—H19 | 126.0 |
C4—C3—H3 | 120.0 | C21—C20—C19 | 107.9 (2) |
C2—C3—H3 | 120.0 | C21—C20—Fe | 69.21 (14) |
C3—C4—C5 | 120.5 (2) | C19—C20—Fe | 69.83 (14) |
C3—C4—H4 | 119.8 | C21—C20—H20 | 126.1 |
C5—C4—H4 | 119.8 | C19—C20—H20 | 126.1 |
C4—C5—C6 | 119.4 (2) | Fe—C20—H20 | 126.5 |
C4—C5—H5 | 120.3 | C22—C21—C20 | 108.3 (2) |
C6—C5—H5 | 120.3 | C22—C21—Fe | 69.87 (14) |
C1—C6—C5 | 120.7 (2) | C20—C21—Fe | 70.46 (15) |
C1—C6—N1 | 118.3 (2) | C22—C21—H21 | 125.8 |
C5—C6—N1 | 121.0 (2) | C20—C21—H21 | 125.8 |
O1—C7—N1 | 123.7 (2) | Fe—C21—H21 | 125.4 |
O1—C7—C8 | 131.8 (2) | C21—C22—C18 | 107.8 (3) |
N1—C7—C8 | 104.46 (19) | C21—C22—Fe | 69.72 (15) |
C9—C8—N3 | 122.5 (2) | C18—C22—Fe | 70.12 (14) |
C9—C8—C7 | 108.5 (2) | C21—C22—H22 | 126.1 |
N3—C8—C7 | 129.0 (2) | C18—C22—H22 | 126.1 |
C8—C9—N2 | 110.27 (19) | Fe—C22—H22 | 125.6 |
C7—N1—N2—C9 | −9.6 (2) | C15—Fe—C16—C17 | −119.6 (2) |
C6—N1—N2—C9 | −163.45 (19) | C15—C16—C17—C13 | 0.6 (3) |
C7—N1—N2—C10 | −149.6 (2) | Fe—C16—C17—C13 | 60.20 (15) |
C6—N1—N2—C10 | 56.5 (3) | C15—C16—C17—Fe | −59.62 (17) |
C6—C1—C2—C3 | −1.6 (4) | C14—C13—C17—C16 | −0.7 (2) |
C1—C2—C3—C4 | 1.6 (4) | C12—C13—C17—C16 | 178.0 (2) |
C2—C3—C4—C5 | 0.0 (4) | Fe—C13—C17—C16 | −60.61 (16) |
C3—C4—C5—C6 | −1.7 (4) | C14—C13—C17—Fe | 59.94 (15) |
C2—C1—C6—C5 | −0.1 (4) | C12—C13—C17—Fe | −121.4 (2) |
C2—C1—C6—N1 | 179.3 (2) | C21—Fe—C17—C16 | −80.43 (18) |
C4—C5—C6—C1 | 1.7 (4) | C22—Fe—C17—C16 | −121.43 (16) |
C4—C5—C6—N1 | −177.7 (2) | C13—Fe—C17—C16 | 118.5 (2) |
C7—N1—C6—C1 | 59.9 (3) | C18—Fe—C17—C16 | −162.02 (15) |
N2—N1—C6—C1 | −150.3 (2) | C20—Fe—C17—C16 | −52.1 (3) |
C7—N1—C6—C5 | −120.7 (3) | C19—Fe—C17—C16 | 169.7 (3) |
N2—N1—C6—C5 | 29.1 (3) | C14—Fe—C17—C16 | 80.64 (16) |
N2—N1—C7—O1 | −171.7 (2) | C15—Fe—C17—C16 | 37.22 (15) |
C6—N1—C7—O1 | −19.3 (4) | C21—Fe—C17—C13 | 161.02 (14) |
N2—N1—C7—C8 | 7.5 (2) | C22—Fe—C17—C13 | 120.03 (15) |
C6—N1—C7—C8 | 160.0 (2) | C18—Fe—C17—C13 | 79.44 (17) |
C12—N3—C8—C9 | −153.0 (2) | C16—Fe—C17—C13 | −118.5 (2) |
C12—N3—C8—C7 | 25.2 (3) | C20—Fe—C17—C13 | −170.6 (2) |
O1—C7—C8—C9 | 176.4 (3) | C19—Fe—C17—C13 | 51.1 (3) |
N1—C7—C8—C9 | −2.8 (3) | C14—Fe—C17—C13 | −37.91 (13) |
O1—C7—C8—N3 | −2.0 (4) | C15—Fe—C17—C13 | −81.33 (15) |
N1—C7—C8—N3 | 178.8 (2) | C17—Fe—C18—C22 | 75.53 (18) |
N3—C8—C9—N2 | 175.43 (19) | C21—Fe—C18—C22 | −37.93 (16) |
C7—C8—C9—N2 | −3.1 (3) | C13—Fe—C18—C22 | 118.34 (16) |
N3—C8—C9—C11 | −2.9 (4) | C16—Fe—C18—C22 | 42.6 (3) |
C7—C8—C9—C11 | 178.5 (2) | C20—Fe—C18—C22 | −81.69 (18) |
N1—N2—C9—C8 | 7.7 (3) | C19—Fe—C18—C22 | −119.8 (2) |
C10—N2—C9—C8 | 145.1 (2) | C14—Fe—C18—C22 | 159.97 (15) |
N1—N2—C9—C11 | −173.8 (2) | C15—Fe—C18—C22 | −168.0 (3) |
C10—N2—C9—C11 | −36.4 (3) | C17—Fe—C18—C19 | −164.66 (15) |
C8—N3—C12—C13 | 178.56 (19) | C21—Fe—C18—C19 | 81.88 (18) |
N3—C12—C13—C14 | 26.9 (3) | C22—Fe—C18—C19 | 119.8 (2) |
N3—C12—C13—C17 | −151.5 (2) | C13—Fe—C18—C19 | −121.85 (16) |
N3—C12—C13—Fe | 119.1 (2) | C16—Fe—C18—C19 | 162.5 (2) |
C17—Fe—C13—C14 | −118.61 (19) | C20—Fe—C18—C19 | 38.12 (16) |
C21—Fe—C13—C14 | −164.5 (2) | C14—Fe—C18—C19 | −80.22 (19) |
C22—Fe—C13—C14 | 163.93 (14) | C15—Fe—C18—C19 | −48.2 (4) |
C18—Fe—C13—C14 | 122.11 (15) | C22—C18—C19—C20 | −0.6 (3) |
C16—Fe—C13—C14 | −80.61 (15) | Fe—C18—C19—C20 | −59.69 (17) |
C20—Fe—C13—C14 | 50.7 (3) | C22—C18—C19—Fe | 59.10 (18) |
C19—Fe—C13—C14 | 81.01 (17) | C17—Fe—C19—C18 | 38.5 (4) |
C15—Fe—C13—C14 | −37.20 (14) | C21—Fe—C19—C18 | −81.02 (17) |
C21—Fe—C13—C17 | −45.9 (3) | C22—Fe—C19—C18 | −37.29 (16) |
C22—Fe—C13—C17 | −77.47 (17) | C13—Fe—C19—C18 | 76.56 (19) |
C18—Fe—C13—C17 | −119.29 (15) | C16—Fe—C19—C18 | −161.2 (3) |
C16—Fe—C13—C17 | 38.00 (14) | C20—Fe—C19—C18 | −118.5 (2) |
C20—Fe—C13—C17 | 169.3 (3) | C14—Fe—C19—C18 | 119.65 (16) |
C19—Fe—C13—C17 | −160.38 (14) | C15—Fe—C19—C18 | 161.92 (15) |
C14—Fe—C13—C17 | 118.61 (19) | C17—Fe—C19—C20 | 157.0 (3) |
C15—Fe—C13—C17 | 81.41 (15) | C21—Fe—C19—C20 | 37.48 (16) |
C17—Fe—C13—C12 | 119.7 (3) | C22—Fe—C19—C20 | 81.21 (18) |
C21—Fe—C13—C12 | 73.8 (3) | C13—Fe—C19—C20 | −164.94 (16) |
C22—Fe—C13—C12 | 42.2 (3) | C18—Fe—C19—C20 | 118.5 (2) |
C18—Fe—C13—C12 | 0.4 (2) | C16—Fe—C19—C20 | −42.7 (4) |
C16—Fe—C13—C12 | 157.7 (2) | C14—Fe—C19—C20 | −121.85 (17) |
C20—Fe—C13—C12 | −71.0 (4) | C15—Fe—C19—C20 | −79.58 (19) |
C19—Fe—C13—C12 | −40.7 (3) | C18—C19—C20—C21 | 0.7 (3) |
C14—Fe—C13—C12 | −121.7 (3) | Fe—C19—C20—C21 | −58.93 (17) |
C15—Fe—C13—C12 | −158.9 (2) | C18—C19—C20—Fe | 59.62 (17) |
C17—C13—C14—C15 | 0.5 (3) | C17—Fe—C20—C21 | −39.0 (3) |
C12—C13—C14—C15 | −178.1 (2) | C22—Fe—C20—C21 | 37.71 (16) |
Fe—C13—C14—C15 | 59.49 (16) | C13—Fe—C20—C21 | 159.7 (3) |
C17—C13—C14—Fe | −58.98 (15) | C18—Fe—C20—C21 | 81.47 (17) |
C12—C13—C14—Fe | 122.4 (2) | C16—Fe—C20—C21 | −77.04 (19) |
C17—Fe—C14—C15 | −81.18 (16) | C19—Fe—C20—C21 | 119.3 (2) |
C21—Fe—C14—C15 | 42.2 (4) | C14—Fe—C20—C21 | −162.13 (15) |
C22—Fe—C14—C15 | −159.5 (3) | C15—Fe—C20—C21 | −119.80 (16) |
C13—Fe—C14—C15 | −119.7 (2) | C17—Fe—C20—C19 | −158.4 (2) |
C18—Fe—C14—C15 | 163.68 (16) | C21—Fe—C20—C19 | −119.3 (2) |
C16—Fe—C14—C15 | −37.16 (15) | C22—Fe—C20—C19 | −81.60 (18) |
C20—Fe—C14—C15 | 78.80 (18) | C13—Fe—C20—C19 | 40.4 (4) |
C19—Fe—C14—C15 | 121.25 (16) | C18—Fe—C20—C19 | −37.85 (16) |
C17—Fe—C14—C13 | 38.48 (13) | C16—Fe—C20—C19 | 163.65 (16) |
C21—Fe—C14—C13 | 161.9 (3) | C14—Fe—C20—C19 | 78.56 (19) |
C22—Fe—C14—C13 | −39.8 (3) | C15—Fe—C20—C19 | 120.89 (17) |
C18—Fe—C14—C13 | −76.67 (17) | C19—C20—C21—C22 | −0.5 (3) |
C16—Fe—C14—C13 | 82.49 (15) | Fe—C20—C21—C22 | −59.84 (17) |
C20—Fe—C14—C13 | −161.55 (14) | C19—C20—C21—Fe | 59.32 (17) |
C19—Fe—C14—C13 | −119.09 (15) | C17—Fe—C21—C22 | −77.17 (19) |
C15—Fe—C14—C13 | 119.7 (2) | C13—Fe—C21—C22 | −43.6 (3) |
C13—C14—C15—C16 | −0.2 (3) | C18—Fe—C21—C22 | 37.88 (17) |
Fe—C14—C15—C16 | 58.56 (16) | C16—Fe—C21—C22 | −119.56 (17) |
C13—C14—C15—Fe | −58.73 (16) | C20—Fe—C21—C22 | 119.1 (2) |
C17—Fe—C15—C16 | −37.68 (14) | C19—Fe—C21—C22 | 81.43 (18) |
C21—Fe—C15—C16 | 75.78 (18) | C14—Fe—C21—C22 | 167.8 (3) |
C22—Fe—C15—C16 | 39.0 (4) | C15—Fe—C21—C22 | −160.55 (16) |
C13—Fe—C15—C16 | −82.32 (15) | C17—Fe—C21—C20 | 163.76 (15) |
C18—Fe—C15—C16 | −163.0 (3) | C22—Fe—C21—C20 | −119.1 (2) |
C20—Fe—C15—C16 | 118.46 (16) | C13—Fe—C21—C20 | −162.7 (2) |
C19—Fe—C15—C16 | 161.18 (15) | C18—Fe—C21—C20 | −81.18 (17) |
C14—Fe—C15—C16 | −119.9 (2) | C16—Fe—C21—C20 | 121.37 (16) |
C17—Fe—C15—C14 | 82.23 (16) | C19—Fe—C21—C20 | −37.63 (16) |
C21—Fe—C15—C14 | −164.30 (15) | C14—Fe—C21—C20 | 48.8 (4) |
C22—Fe—C15—C14 | 158.9 (3) | C15—Fe—C21—C20 | 80.39 (18) |
C13—Fe—C15—C14 | 37.59 (14) | C20—C21—C22—C18 | 0.1 (3) |
C18—Fe—C15—C14 | −43.1 (4) | Fe—C21—C22—C18 | −60.06 (17) |
C16—Fe—C15—C14 | 119.9 (2) | C20—C21—C22—Fe | 60.21 (18) |
C20—Fe—C15—C14 | −121.63 (16) | C19—C18—C22—C21 | 0.3 (3) |
C19—Fe—C15—C14 | −78.90 (18) | Fe—C18—C22—C21 | 59.81 (17) |
C14—C15—C16—C17 | −0.3 (3) | C19—C18—C22—Fe | −59.53 (18) |
Fe—C15—C16—C17 | 58.46 (16) | C17—Fe—C22—C21 | 119.73 (17) |
C14—C15—C16—Fe | −58.71 (16) | C13—Fe—C22—C21 | 161.72 (15) |
C17—Fe—C16—C15 | 119.6 (2) | C18—Fe—C22—C21 | −118.6 (2) |
C21—Fe—C16—C15 | −122.77 (16) | C16—Fe—C22—C21 | 78.62 (19) |
C22—Fe—C16—C15 | −164.47 (15) | C20—Fe—C22—C21 | −37.64 (16) |
C13—Fe—C16—C15 | 81.08 (15) | C19—Fe—C22—C21 | −81.49 (18) |
C18—Fe—C16—C15 | 164.4 (2) | C14—Fe—C22—C21 | −169.0 (2) |
C20—Fe—C16—C15 | −81.46 (18) | C15—Fe—C22—C21 | 49.9 (4) |
C19—Fe—C16—C15 | −49.7 (4) | C17—Fe—C22—C18 | −121.62 (17) |
C14—Fe—C16—C15 | 37.16 (14) | C21—Fe—C22—C18 | 118.6 (2) |
C21—Fe—C16—C17 | 117.65 (16) | C13—Fe—C22—C18 | −79.63 (18) |
C22—Fe—C16—C17 | 75.95 (18) | C16—Fe—C22—C18 | −162.73 (16) |
C13—Fe—C16—C17 | −38.49 (14) | C20—Fe—C22—C18 | 81.01 (18) |
C18—Fe—C16—C17 | 44.8 (3) | C19—Fe—C22—C18 | 37.16 (16) |
C20—Fe—C16—C17 | 158.97 (15) | C14—Fe—C22—C18 | −50.4 (4) |
C19—Fe—C16—C17 | −169.3 (3) | C15—Fe—C22—C18 | 168.6 (3) |
C14—Fe—C16—C17 | −82.42 (16) |